5 days in Florida Itinerary

Created using Inspirock Florida trip planner
Make it your trip
Drive
1
Naples
— 2 nights
Drive
2
Key West
— 1 day
Drive
3
Marathon
— 1 night
Drive
4
Miami
Taxi
5
Miami Beach
— 1 night
Drive

S M T W T F S
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Naples — 2 nights

You've now added Naples Pier to your itinerary.

To find maps, other places to visit, ratings, and more tourist information, you can read our Naples tour itinerary maker tool.

Jacksonville to Naples is an approximately 5.5-hour car ride. You can also do a combination of flight and bus; or do a combination of train, bus, and taxi. Traveling from Jacksonville in September, you can expect nighttime temperatures to be somewhat warmer in Naples, with lows of 76°F. You will have some time to spend on the 1st (Sat) before leaving for Key West.
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Find places to stay Sep 29 — Oct 1:
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Highlights from your trip

Key West — 1 day

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
You've now added Sebago Key West to your itinerary. Kick off your visit on the 1st (Sat): glide through the air with Sebago Key West and then make a trip to Duval Street.

For more things to do, ratings, photos, and other tourist information, you can read our Key West vacation planner.

Do a combination of taxi and ferry from Naples to Key West in 4 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in October, Key West is a bit warmer at night with lows of 77°F. Wrap up your sightseeing on the 1st (Sat) to allow time to drive to Marathon.
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Find places to stay Oct 1 — 2:
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Marathon — 1 night

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Make your Marathon itinerary with Inspirock to find out what to see and where to go.

Drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 87°F in October, and nighttime lows around 77°F. On the 2nd (Sun), you'll have the morning to explore before heading off to Miami.
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Outdoors · Tours · Wildlife · Parks
Find places to stay Oct 1 — 2:
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Miami

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
To find other places to visit, photos, ratings, and more tourist information, read Miami online driving holiday planner.

Traveling by car from Marathon to Miami takes 2.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Expect a daytime high around 87°F in October, and nighttime lows around 74°F. You'll set off for Miami Beach on the 2nd (Sun).
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Outdoors · Tours · Parks · Nightlife
Find places to stay Oct 2 — 3:
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Miami Beach — 1 night

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Kick off your visit on the 2nd (Sun): take a stroll through Ocean Drive.

For other places to visit, reviews, ratings, and other tourist information, read our Miami Beach online trip itinerary planner.

Miami Beach is just a stone's throw from Miami. Expect a daytime high around 87°F in October, and nighttime lows around 74°F. Finish up your sightseeing early on the 3rd (Mon) so you can catch the flight back home.
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Neighborhoods · Parks · Shopping · Beaches
Side Trip
Find places to stay Oct 2 — 3:
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Florida travel guide

4.3
Disney Parks & Activities · Theme Parks · Beaches
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.
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